data_OFM # _chem_comp.id OFM _chem_comp.name ;[(4Z)-2-{(2R,5R)-2-[(1S)-1-amino-2-phenylethyl]-2-hydroxy-5-methyl-2,5-dihydro-1,3-oxazol-4-yl}-4-(4-hydroxybenzylidene )-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid ; _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C24 H24 N4 O6" _chem_comp.mon_nstd_parent_comp_id "PHE, GLY, TYR, GLY" _chem_comp.pdbx_synonyms "PEPTIDE DERIVED CHROMOPHORE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-30 _chem_comp.pdbx_modified_date 2023-11-03 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 464.471 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OFM _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4Q7T _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal OFM N0 N0 N 0 1 N N N Y Y N -15.328 7.112 -20.190 -3.943 2.715 -0.427 N0 OFM 1 OFM CA0 CA0 C 0 1 N N S Y N N -14.073 6.529 -19.625 -3.262 1.461 -0.079 CA0 OFM 2 OFM C0 C0 C 0 1 N N R Y N N -12.788 6.828 -20.365 -1.971 1.339 -0.891 C0 OFM 3 OFM O0 O0 O 0 1 N N N Y N N -11.707 6.415 -19.896 -2.270 1.323 -2.289 O0 OFM 4 OFM CB0 CB0 C 0 1 N N N N N N -14.145 4.993 -19.537 -4.179 0.278 -0.398 CB0 OFM 5 OFM CG0 CG0 C 0 1 Y N N N N N -15.319 4.489 -18.736 -5.395 0.330 0.489 CG0 OFM 6 OFM CDX CDX C 0 1 Y N N N N N -16.387 3.891 -19.385 -5.382 -0.302 1.719 CDX OFM 7 OFM CDY CDY C 0 1 Y N N N N N -15.314 4.538 -17.334 -6.522 1.016 0.078 CDY OFM 8 OFM CEX CEX C 0 1 Y N N N N N -17.493 3.384 -18.680 -6.497 -0.254 2.533 CEX OFM 9 OFM CEY CEY C 0 1 Y N N N N N -16.420 4.044 -16.614 -7.638 1.065 0.892 CEY OFM 10 OFM CZ0 CZ0 C 0 1 Y N N N N N -17.471 3.448 -17.271 -7.626 0.428 2.119 CZ0 OFM 11 OFM N1 N1 N 0 1 N N N Y N N -12.724 8.335 -20.745 -1.253 0.116 -0.516 N1 OFM 12 OFM CA1 CA1 C 0 1 N N N Y N N -12.631 8.305 -22.098 0.011 0.377 -0.395 CA1 OFM 13 OFM CB1 CB1 C 0 1 N N R N N N -12.661 6.952 -22.778 0.222 1.845 -0.690 CB1 OFM 14 OFM CG1 CG1 C 0 1 N N N N N N -11.430 6.662 -23.628 0.779 2.029 -2.103 CG1 OFM 15 OFM OG1 OG1 O 0 1 N N N N N N -12.731 6.004 -21.708 -1.090 2.437 -0.586 OG1 OFM 16 OFM C1 C1 C 0 1 N N N Y N N -12.890 9.460 -22.952 1.060 -0.589 -0.031 C1 OFM 17 OFM N2 N2 N 0 1 N N N Y N N -13.156 9.626 -24.288 2.328 -0.297 0.090 N2 OFM 18 OFM N3 N3 N 0 1 N N N Y N N -12.939 10.725 -22.246 0.837 -1.923 0.233 N3 OFM 19 OFM C2 C2 C 0 1 N N N Y N N -13.211 11.717 -23.210 2.026 -2.494 0.529 C2 OFM 20 OFM O2 O2 O 0 1 N N N Y N N -13.330 12.957 -22.947 2.233 -3.659 0.817 O2 OFM 21 OFM CA2 CA2 C 0 1 N N N Y N N -13.338 10.987 -24.463 3.017 -1.407 0.438 CA2 OFM 22 OFM CA3 CA3 C 0 1 N N N Y N N -12.906 11.028 -20.808 -0.460 -2.603 0.200 CA3 OFM 23 OFM C3 C3 C 0 1 N N N Y N Y -11.697 10.913 -19.991 -0.711 -3.141 -1.185 C3 OFM 24 OFM O3 O3 O 0 1 N N N Y N Y -11.771 10.956 -18.737 0.111 -2.974 -2.056 O3 OFM 25 OFM CB2 CB2 C 0 1 N N N N N N -13.664 11.572 -25.773 4.379 -1.504 0.660 CB2 OFM 26 OFM CG2 CG2 C 0 1 Y N N N N N -14.024 10.930 -27.025 5.211 -0.302 0.633 CG2 OFM 27 OFM CD1 CD1 C 0 1 Y N N N N N -13.869 9.553 -27.168 4.656 0.932 0.260 CD1 OFM 28 OFM CD2 CD2 C 0 1 Y N N N N N -14.485 11.729 -28.077 6.568 -0.376 0.987 CD2 OFM 29 OFM CE1 CE1 C 0 1 Y N N N N N -14.207 9.000 -28.403 5.439 2.051 0.237 CE1 OFM 30 OFM CE2 CE2 C 0 1 Y N N N N N -14.819 11.173 -29.288 7.339 0.751 0.960 CE2 OFM 31 OFM CZ CZ C 0 1 Y N N N N N -14.682 9.800 -29.442 6.784 1.970 0.583 CZ OFM 32 OFM OH OH O 0 1 N N N N N N -15.004 9.235 -30.632 7.556 3.085 0.558 OH OFM 33 OFM H H1 H 0 1 N N N Y Y N -16.105 6.847 -19.619 -4.175 2.740 -1.409 H1 OFM 34 OFM H2 H2 H 0 1 N Y N Y Y N -15.253 8.109 -20.210 -4.766 2.850 0.142 H2 OFM 35 OFM H4 H4 H 0 1 N N N Y N N -13.960 6.908 -18.599 -3.024 1.459 0.984 H4 OFM 36 OFM H5 H5 H 0 1 N N N Y N N -11.555 6.816 -19.048 -2.789 2.082 -2.588 H5 OFM 37 OFM H6 H6 H 0 1 N N N N N N -14.221 4.589 -20.557 -4.488 0.329 -1.442 H6 OFM 38 OFM H7 H7 H 0 1 N N N N N N -13.220 4.628 -19.066 -3.642 -0.655 -0.224 H7 OFM 39 OFM H8 H8 H 0 1 N N N N N N -16.370 3.812 -20.462 -4.499 -0.835 2.042 H8 OFM 40 OFM H9 H9 H 0 1 N N N N N N -14.466 4.953 -16.809 -6.531 1.515 -0.880 H9 OFM 41 OFM H10 H10 H 0 1 N N N N N N -18.336 2.957 -19.203 -6.487 -0.749 3.493 H10 OFM 42 OFM H11 H11 H 0 1 N N N N N N -16.443 4.134 -15.538 -8.519 1.601 0.571 H11 OFM 43 OFM H12 H12 H 0 1 N N N N N N -18.287 3.025 -16.703 -8.498 0.465 2.755 H12 OFM 44 OFM H13 H13 H 0 1 N N N N N N -13.559 6.884 -23.410 0.896 2.287 0.044 H13 OFM 45 OFM H14 H14 H 0 1 N N N N N N -11.526 5.667 -24.086 0.038 1.699 -2.831 H14 OFM 46 OFM H15 H15 H 0 1 N N N N N N -11.343 7.422 -24.418 1.008 3.082 -2.269 H15 OFM 47 OFM H16 H16 H 0 1 N N N N N N -10.532 6.688 -22.993 1.688 1.438 -2.216 H16 OFM 48 OFM HA31 H17 H 0 1 N N N Y N N -13.237 12.073 -20.712 -0.458 -3.426 0.915 H17 OFM 49 OFM HA32 H18 H 0 1 N N N Y N N -13.649 10.364 -20.343 -1.247 -1.896 0.463 H18 OFM 50 OFM H20 H20 H 0 1 N N N N N N -13.630 12.651 -25.809 4.828 -2.467 0.852 H20 OFM 51 OFM H21 H21 H 0 1 N N N N N N -13.503 8.940 -26.358 3.612 0.996 -0.009 H21 OFM 52 OFM H22 H22 H 0 1 N N N N N N -14.579 12.795 -27.935 7.000 -1.321 1.279 H22 OFM 53 OFM H23 H23 H 0 1 N N N N N N -14.099 7.936 -28.557 5.012 3.001 -0.050 H23 OFM 54 OFM H24 H24 H 0 1 N N N N N N -15.179 11.788 -30.099 8.383 0.695 1.232 H24 OFM 55 OFM H25 H25 H 0 1 N N N N N N -14.860 8.297 -30.587 7.990 3.244 -0.291 H25 OFM 56 OFM OXT OXT O 0 1 N Y N Y N Y ? ? ? -1.846 -3.805 -1.452 OXT OFM 57 OFM HXT H3 H 0 1 N Y N Y N Y ? ? ? -1.962 -4.131 -2.355 H3 OFM 58 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal OFM OH CZ SING N N 1 OFM CZ CE2 DOUB Y N 2 OFM CZ CE1 SING Y N 3 OFM CE2 CD2 SING Y N 4 OFM CE1 CD1 DOUB Y N 5 OFM CD2 CG2 DOUB Y N 6 OFM CD1 CG2 SING Y N 7 OFM CG2 CB2 SING N N 8 OFM CB2 CA2 DOUB N Z 9 OFM CA2 N2 SING N N 10 OFM CA2 C2 SING N N 11 OFM N2 C1 DOUB N N 12 OFM CG1 CB1 SING N N 13 OFM C2 O2 DOUB N N 14 OFM C2 N3 SING N N 15 OFM C1 N3 SING N N 16 OFM C1 CA1 SING N N 17 OFM CB1 CA1 SING N N 18 OFM CB1 OG1 SING N N 19 OFM N3 CA3 SING N N 20 OFM CA1 N1 DOUB N N 21 OFM OG1 C0 SING N N 22 OFM CA3 C3 SING N N 23 OFM N1 C0 SING N N 24 OFM C0 O0 SING N N 25 OFM C0 CA0 SING N N 26 OFM N0 CA0 SING N N 27 OFM C3 O3 DOUB N N 28 OFM CA0 CB0 SING N N 29 OFM CB0 CG0 SING N N 30 OFM CDX CG0 DOUB Y N 31 OFM CDX CEX SING Y N 32 OFM CG0 CDY SING Y N 33 OFM CEX CZ0 DOUB Y N 34 OFM CDY CEY DOUB Y N 35 OFM CZ0 CEY SING Y N 36 OFM N0 H SING N N 37 OFM N0 H2 SING N N 38 OFM CA0 H4 SING N N 39 OFM O0 H5 SING N N 40 OFM CB0 H6 SING N N 41 OFM CB0 H7 SING N N 42 OFM CDX H8 SING N N 43 OFM CDY H9 SING N N 44 OFM CEX H10 SING N N 45 OFM CEY H11 SING N N 46 OFM CZ0 H12 SING N N 47 OFM CB1 H13 SING N N 48 OFM CG1 H14 SING N N 49 OFM CG1 H15 SING N N 50 OFM CG1 H16 SING N N 51 OFM CA3 HA31 SING N N 52 OFM CA3 HA32 SING N N 53 OFM CB2 H20 SING N N 54 OFM CD1 H21 SING N N 55 OFM CD2 H22 SING N N 56 OFM CE1 H23 SING N N 57 OFM CE2 H24 SING N N 58 OFM OH H25 SING N N 59 OFM C3 OXT SING N N 60 OFM OXT HXT SING N N 61 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor OFM SMILES ACDLabs 12.01 "O=C(O)CN2C(=N/C(=C\c1ccc(O)cc1)C2=O)C3=NC(O)(OC3C)C(N)Cc4ccccc4" OFM InChI InChI 1.03 "InChI=1S/C24H24N4O6/c1-14-21(27-24(33,34-14)19(25)12-15-5-3-2-4-6-15)22-26-18(23(32)28(22)13-20(30)31)11-16-7-9-17(29)10-8-16/h2-11,14,19,29,33H,12-13,25H2,1H3,(H,30,31)/b18-11-/t14-,19+,24-/m1/s1" OFM InChIKey InChI 1.03 WUYHWZHRZZMOJP-MQDAGFNLSA-N OFM SMILES_CANONICAL CACTVS 3.385 "C[C@H]1O[C@@](O)(N=C1C2=N\C(=C/c3ccc(O)cc3)C(=O)N2CC(O)=O)[C@@H](N)Cc4ccccc4" OFM SMILES CACTVS 3.385 "C[CH]1O[C](O)(N=C1C2=NC(=Cc3ccc(O)cc3)C(=O)N2CC(O)=O)[CH](N)Cc4ccccc4" OFM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1C(=N[C@](O1)([C@H](Cc2ccccc2)N)O)C3=N/C(=C\c4ccc(cc4)O)/C(=O)N3CC(=O)O" OFM SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(=NC(O1)(C(Cc2ccccc2)N)O)C3=NC(=Cc4ccc(cc4)O)C(=O)N3CC(=O)O" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier OFM "SYSTEMATIC NAME" ACDLabs 12.01 "[(4Z)-2-{(2R,5R)-2-[(1S)-1-amino-2-phenylethyl]-2-hydroxy-5-methyl-2,5-dihydro-1,3-oxazol-4-yl}-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid" OFM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4Z)-2-[(2R,5R)-2-[(1S)-1-azanyl-2-phenyl-ethyl]-5-methyl-2-oxidanyl-5H-1,3-oxazol-4-yl]-4-[(4-hydroxyphenyl)methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OFM "Create component" 2014-04-30 RCSB OFM "Initial release" 2014-07-08 RCSB OFM "Modify synonyms" 2020-06-05 PDBE OFM "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OFM _pdbx_chem_comp_synonyms.name "PEPTIDE DERIVED CHROMOPHORE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #